Winterlyn Photography's Blog

Hi! I'm Winterlyn and I am a Illinois Wedding Photographer, Elopement & Portrait Photographer based in Chicago, IL  I am so glad you are here today! My blog is where you can view an entire wedding day, engagement session or portrait session from start to finish. I would love for you to see how I have captured the essence of my clients and the details of their day. 

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Chicago Wedding & Engagement photographer

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Buckingham Fountain Engagement Session

Chicago Engagement Photographer | Buckingham Fountain Engagement Session Buckingham Fountain Engagement Session Cindy & Dennis are getting married next month. I couldn’t have been more thrilled to spend the morning exploring our great city with them. Cindy & Dennis met online like so many of my couples these days and are absolutely adorable together. They […]

Buckingham Fountain engagement pictures

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Spring Lincoln Park Engagement Session | Kahla & Brandon

Spring Lincoln Park Engagement Session Springtime in Lincoln Park, Chicago is breathtaking! There is no other way to describe it. Kahla, Brandon, and I had the best weather this past Saturday. According to our local meteorologist, we have had only one day of sun in the last 42 days! Yikes. So to say we were […]

A spring engagement session in Lincoln Park Chicago

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Chicago Engagement shoot in Logan Square | Nancy & Angel

Oh, how I love Logan Square. Growing up in a multi-culture neighborhood while sharing so many amazing experiences with my childhood friends is something I will forever cherish. I moved away from LS 15 years ago and a part of me has never left. Whenever one of my clients recommends Logan Square for a session, […]

Chicago Engagement shoot in Logan Square

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Chicago Elopement Photography at Shake Shack | Victoria & David

Chicago Elopement Photography at Shake Shack ~ Planning an elopement in Chicago during springtime can be tricky. It can be snowing or rainy or 80 degrees and sunny. Victoria and David didn’t plan to have their wedding shot at Shake Shack or to be walking around / hiding under a canopy or any cover we […]

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Chicago Surprise Proposal | The Robey Chicago

The Robey Chicago Ben contacted me a week ago and told me all about the SURPRISE proposal he had planned, along with his family, at The Robey Chicago. He was going to ask his lovely gf, Alex, to marry him on the rooftop of The Robey and it had to remain a surprise. My first […]

Surprise proposal at The Robey Chicago

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Gorgeous Bridal Portraits at Company 251 | Brittany & Melissa

These gorgeous Bridal Portrait shots at Company 251 in Aurora, IL is some of my favorite bridal portraits. It has been a hot second since I shot an event in the Chicago suburb of Aurora. The area has changed so much over the years. Seeing these new beautiful developments and so many young families moving […]

Bridal Portraits at Company 251

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Royal Sonesta Chicago Riverfront | Elegant Rooftop Wedding Venue

This was my first time shooting at Royal Sonesta Chicago wedding venue. I have to say it did not disappoint. Walking into the 39th-floor penthouse and seeing the breathtaking views, I was blown away. The photos do not do this venue justice. If you are looking for a downtown wedding venue give the Royal Sonesta […]

Chicago Riverfront Wedding Portraits

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Emerson Creek Summer Wedding | What is a Second Shooter

Emerson Creek Summer Weddings are the best. Emerson Creek venue is a rustic barn and farm wedding venue, a chic venue that is located in Oswego, IL. I second shot this wedding for the lovely Joy Lyn Photography in the summer of 2021. The second shooter is something I’m sure you have heard of. If […]

Emerson Creek Summer Weddng

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Chicago North Ave Beach Engagement Session

Snowy Engagement Session at North Ave Beach in Chicago. Justine and Alfredo braved the cold temps to shoot their beautiful engagement photos.

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Providence Vineyard Wedding Photographer

Providence Vineyard Wedding Providence Vineyard’s wedding venue is so unique. I had the honor of photographing Preston and Alexandra’s wedding with Karen Shoufler photography this past summer. We don’t get to see many venues built this way here in the midwest. You see this type of farm architecture in places like Texas. So when I […]

Stunning sunset wedding portrait at Providence Vineyard in Hebron, IL

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